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I have an acoustic and an electric guitar, have put time in practicing scales, chords, and simple songs from a lessons book. Now I'm ready to start challenging myself with some music that isn't newbie versions of Joy to the World or Greensleeves.
The trouble I'm having is finding songs that will challenge me, but are not well beyond my current abilities.
List songs that you found were great to play when you were first starting to become comfortable with the guitar. Songs from that time period where you first started to feel like you were moving beyond the basics and actually playing some decent music.
For me, Wish You Were Here and House of the Rising Sun (http://www.guitarnoise.com/article.php?id=57) have both been great. The electric guitar is my new toy, so I'm more interested in suggestions for that, but by all means list any songs you played.